[jacobjuul]

What kind of skills are required to get started in jailbreaking? I am guessing some assembly and C would be helpful. Not even sure what to search for to get started.

I am not really interested in jailbreaking iPhones, but I have some equipment from the early 2000s running software that are no longer maintained that I'd love to tweak.

[valuearb]

From my experience looking at open source jailbreak repos, I’d say writing commented, maintainable code with good error checking is not a required skill.

[goldenkey]

It's just reverse engineering. You want to find some kind of actions that let you cause non-standard behavior in the implementation of privileged libraries.